| - | Midwest Open B |
| 128 | Cathal Mee (STO) def. Ernest Chedzoy (CEN) 6-3, 6-2 |
| 64 | Geoffrey Stoughton (LUT) def. Cathal Mee (STO) 6-4, 6-2 |
| 64 | Ryan Birnesser (STO) def. Isaac Hinze (COE) 6-2, 4-6, 10-7 |
| 64 | Lou Smith (STO) def. Ethan Leeser (UWEC) 6-3, 6-2 |
| 32 | Caden Branum (GRI) def. Ryan Birnesser (STO) 6-3, 1-6, 10-5 |
| 32 | Lou Smith (STO) def. Jeff Miller (WAR) 6-0, 6-1 |
| 16 | Daniel Rohlman (COE) def. Lou Smith (STO) 6-2, 4-6, 10-2 |
| - | Midwest Open C |
| 128 | David Azcona (STO) def. Dominik Henderson (UWSP) 7-5, 6-1 |
| 128 | Joe O'Flaherty (UWL) def. Jacob Schultz (STO) 6-4, 6-3 |
| 64 | James Murphy (CUW) def. Daniel Meunier (STO) 6-3, 6-3 |
| 64 | Mason Ramirez (STO) def. Jacob Anderson (BU) 6-2, 6-1 |
| 64 | Madden Vanderwerf (STO) def. Mateo Abarca Pino (UWS) 6-2, 6-4 |
| 64 | David Azcona (STO) def. Sam Majerus (UNW) 6-0, 4-6, 10-6 |
| 32 | David Azcona (STO) def. Santiago Buisan (CC) 6-4, 6-0 |
| 32 | Mason Ramirez (STO) def. Hunter Rice (CC) 6-1, 6-3 |
| 32 | Madden Vanderwerf (STO) def. Jacob Merriam (BU) 6-4, 6-0 |
| 16 | Jake Althaus (LUT) def. David Azcona (STO) 2-6, 6-2, 10-6 |
| 16 | Aadityaa Juniwal (GACM) def. Mason Ramirez (STO) 6-4, 6-2 |
| 16 | Madden Vanderwerf (STO) def. Luca Hettstedt (UWSP) 6-2, 6-2 |
| qf | Madden Vanderwerf (STO) def. Landon Murch (WAR) 6-1, 6-2 |
| sf | Madden Vanderwerf (STO) def. Kaan MacDonald (GRI) 2-6, 6-4, 10-8 |
| fi | Madden Vanderwerf (STO) def. Ben Temple (UWSP) 6-2, 6-4 |
| - | Consolation Group 2 |
| 16 | Daniel Moeller (UWW) def. Cathal Mee (STO) 8-5 |
| - | Consolation Group 3 |
| 16 | Lucca Paladini (UWS) def. Jacob Schultz (STO) 8-4 |
